Nanodomain cubic copper (I) oxide as reusable catalyst for the synthesis of amides by amidation of aryl halides with isocyanides

被引:17
作者
Sarkar, Swarbhanu [1 ]
Pal, Rammyani [1 ]
Roy, Manas [2 ]
Chatterjee, Nivedita [1 ]
Sarkar, Sabyasachi [3 ]
Sen, Asish Kumar [1 ]
机构
[1] CSIR, Div Chem, Indian Inst Chem Biol, Kolkata 700032, India
[2] Lovely Profess Univ, Dept Chem, Phagwara 144411, Punjab, India
[3] Indian Inst Engn Sci & Technol, Dept Chem, Sibpur 711103, Howrah, India
关键词
Copper (1) oxide nanoparticle; Reusable catalyst; Amidation; Aryl halides; Isocyanide; ONE-POT SYNTHESIS; LIGAND-FREE; CARBON-MONOXIDE; CU2O NANOCUBES; HECK REACTIONS; GREEN APPROACH; PALLADIUM; CARBONYLATION; (Z)-3-METHYLENEISOINDOLINE-1-ONES; AMINOCARBONYLATIONS;
D O I
10.1016/j.tetlet.2014.12.060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An environmentally benign chemical process for the C-C coupling of aryl halides with isocyanides in aqueous medium has been developed using cubic copper (I) oxide nanoparticles as reusable catalyst. The use of nano-catalyst eliminates the use of any stabilizing ligands or additives as well as the use of organic solvents. The catalyst exhibited comparable efficiency up to three recycles and was found to be very effective for the synthesis of varied amides leading to biologically significant scaffold. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:623 / 626
页数:4
相关论文
共 50 条
  • [1] Novel metal oxide nanocomposite of Au/CuO-ZnO for recyclable catalytic aerobic oxidation of alcohols in water
    Albadi, Jalal
    Alihoseinzadeh, Amir
    Razeghi, Abdolhosein
    [J]. CATALYSIS COMMUNICATIONS, 2014, 49 : 1 - 5
  • [2] Unsupported Copper Nanoparticles in the 1,3-Dipolar Cycloaddition of Terminal Alkynes and Azides
    Alonso, Francisco
    Moglie, Yanina
    Radivoy, Gabriel
    Yus, Miguel
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (10) : 1875 - 1884
  • [3] Nanoparticles as recyclable catalysts: The frontier between homogeneous and heterogeneous catalysis
    Astruc, D
    Lu, F
    Aranzaes, JR
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (48) : 7852 - 7872
  • [4] Remarkably facile Heck and Suzuki reactions in water using a simple cationic surfactant and ligand-free palladium catalysts
    Bhattacharya, S
    Srivastava, A
    Sengupta, S
    [J]. TETRAHEDRON LETTERS, 2005, 46 (20) : 3557 - 3560
  • [5] Palladium-Catalyzed Carbonylation Reactions of Aryl Halides and Related Compounds
    Brennfuehrer, Anne
    Neumann, Helfried
    Beller, Matthias
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (23) : 4114 - 4133
  • [6] Morphology Evolution of Cu2O from Octahedra to Hollow Structures
    Cao, Yuebin
    Fan, Junmei
    Bai, Liuyang
    Yuan, Fangli
    Chen, Yunfa
    [J]. CRYSTAL GROWTH & DESIGN, 2010, 10 (01) : 232 - 236
  • [7] Click chemistry in CuI-zeolites:: The Huisgen [3+2]-cycloaddition
    Chassaing, Stefan
    Kumarraja, Mayilvasagam
    Sido, Abdelkarim Sani Souna
    Pale, Patrick
    Sommer, Jean
    [J]. ORGANIC LETTERS, 2007, 9 (05) : 883 - 886
  • [8] A green approach for the regio- and stereo-selective syntheses of (Z)-3-methyleneisoindoline-1-ones in aqueous medium
    Chatterjee, Nivedita
    Sarkar, Swarbhanu
    Pal, Rammyani
    Sen, Asish Kumar
    [J]. TETRAHEDRON LETTERS, 2013, 54 (29) : 3748 - 3751
  • [9] Heck reaction catalyzed by Pd-modified zeolites
    Djakovitch, L
    Koehler, K
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (25) : 5990 - 5999
  • [10] Solution-phase synthesis of Cu2O nanocubes
    Gou, LF
    Murphy, CJ
    [J]. NANO LETTERS, 2003, 3 (02) : 231 - 234